Work

Zn(OTf) 2 ‐Catalyzed Dehydrocoupling of Terminal Alkynes with Diisopropylaminoborane: A Modular Route to Mono‐ and Dialkynylboranes

Year: 2026

Type: article

Abstract: The controlled incorporation of alkynyl groups onto boron centers is a powerful yet challenging transformation in organoboron chemistry, particularly for the synthesis of dialkynylboranes. Here, we report a modular and efficient strategy based on Zn(OTf) 2 ‐catalyzed dehydrocoupling of terminal alkynes with diisopropylaminoborane (DIPOB), enabling the selective formation of both mono‐ and dialkynylboranes under mild conditions. The use of DIPOB as a borylating agent offers fine‐tuned reactivity and suppresses undesired hydroboration side reactions. The resulting aminoboranes can be further converted into stable tetracoordinate boron complexes via ligand exchange to provide stable products. Mechanistic studies reveal a reversible alkyne addition step, offering insights into the dynamic behavior of these transformations. Overall, this work provides a practical and versatile platform for accessing an underexplored class of alkynylboron derivatives.

Source: Advanced Synthesis & Catalysis

DOI: 10.1002/adsc.70504

Authors: Etienne Bequet‐Ermoy, Nicolas Zivic, Gabin Lalande, Laurent Chabaud, Mathieu Pucheault

Institutions: Centre National de la Recherche Scientifique, Université de Bordeaux, Institut des Sciences Moléculaires, Institut Polytechnique de Bordeaux

Language: English

Topic: Organoboron and organosilicon chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,650

OpenAlex ID: W7161963279

FWCI: 3.482

Cites: 39

Cited by: 2

Related to: 10